The Harris County Sheriff's Office said it was called to the crash around 10:25 p.m. in the 4700 block of FM-1960 near Richey Road.
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Authorities at the scene told ABC13 the 18-wheeler was heading eastbound on FM-1960 and in the process of making the U-turn to go back westbound at the same time that a Kia was in the outside lane.
According to witnesses, the Kia didn't have headlights on and ended up going underneath the 18-wheeler's trailer, shearing off the roof of the car.
The two men in the Kia died at the scene.
Deputies said the Kia's driver may have been drunk.
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"With there being open containers inside the vehicle, and the vehicle was traveling with no traffic lights on, that's normally a clue that someone may be intoxicated," said HCSO Sgt. Dashana Creek.
The 18-wheeler driver stayed at the scene and is cooperating with the investigation.
Officials said he did not show signs of intoxication.